DK0866874T4 - Process for the preparation of high content of isomers of conjugated linoleic acid - Google Patents

Process for the preparation of high content of isomers of conjugated linoleic acid

Info

Publication number
DK0866874T4
DK0866874T4 DK96939054T DK96939054T DK0866874T4 DK 0866874 T4 DK0866874 T4 DK 0866874T4 DK 96939054 T DK96939054 T DK 96939054T DK 96939054 T DK96939054 T DK 96939054T DK 0866874 T4 DK0866874 T4 DK 0866874T4
Authority
DK
Denmark
Prior art keywords
linoleic acid
isomers
conjugated linoleic
enzyme
advantageously
Prior art date
Application number
DK96939054T
Other languages
Danish (da)
Other versions
DK0866874T3 (en
Inventor
Frederick William Cain
Stephen Raymond Moore
Gerald Patrick Mcneill
Olga Zwemmer
Original Assignee
Loders Croklaan Bv
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=8221400&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=DK0866874(T4) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Loders Croklaan Bv filed Critical Loders Croklaan Bv
Publication of DK0866874T3 publication Critical patent/DK0866874T3/en
Application granted granted Critical
Publication of DK0866874T4 publication Critical patent/DK0866874T4/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6409Fatty acids
    • C12P7/6427Polyunsaturated fatty acids [PUFA], i.e. having two or more double bonds in their backbone
    • C12P7/6431Linoleic acids [18:2[n-6]]
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6409Fatty acids
    • C12P7/6427Polyunsaturated fatty acids [PUFA], i.e. having two or more double bonds in their backbone
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00Other edible oils or fats, e.g. shortenings, cooking oils
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/115Fatty acids or derivatives thereof; Fats or oils
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/14Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/02Nutrients, e.g. vitamins, minerals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6436Fatty acid esters
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6436Fatty acid esters
    • C12P7/6445Glycerides
    • C12P7/6458Glycerides by transesterification, e.g. interesterification, ester interchange, alcoholysis or acidolysis
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6436Fatty acid esters
    • C12P7/6445Glycerides
    • C12P7/6472Glycerides containing polyunsaturated fatty acid [PUFA] residues, i.e. having two or more double bonds in their backbone
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6436Fatty acid esters
    • C12P7/6445Glycerides
    • C12P7/6481Phosphoglycerides
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6436Fatty acid esters
    • C12P7/649Biodiesel, i.e. fatty acid alkyl esters
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00Technologies for the production of fuel of non-fossil origin
    • Y02E50/10Biofuels, e.g. bio-diesel
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S426/00Food or edible material: processes, compositions, and products
    • Y10S426/807Poultry or ruminant feed

Abstract

A process for preparing a material B comprising geometrical isomers L1 and L2 of conjugated linoleic acid moieties in a specific weight ratio of XB wherein a material A selected from free fatty acids, mono-, di- or tri-glycerides, phospholipids, alkyl esters or wax-esters containing at least 5 weight % of L1 and L2 are subjected to enzymatic conversion using an enzyme that can discriminate between L1 and L2 so that the original weight ratio of L1 to L2 of XA in the starting material is increased to XB where XB is equal to or greater than 1.1 XA. Advantageously, the isomers L1 and L2 are cis9, trans11 and trans10, cis12 linoleic acid or vice versa. The enzyme is advantageously a lipase obtained from Geotrichum candidum or Candida rugosa or a phospholipase. The starting material A may be, for example, a fish oil or vegetable oil. The resulting products may be blended with a complementary fat and may be used as foods or food supplements or in pharmaceutical compositions.
DK96939054T 1995-11-14 1996-11-12 Process for the preparation of high content of isomers of conjugated linoleic acid DK0866874T4 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP95308228 1995-11-14
PCT/EP1996/005024 WO1997018320A1 (en) 1995-11-14 1996-11-12 Process for the preparation of materials with a high content of long chain polyunsaturated fatty acids

Publications (2)

Publication Number Publication Date
DK0866874T3 DK0866874T3 (en) 2000-11-20
DK0866874T4 true DK0866874T4 (en) 2005-07-11

Family

ID=8221400

Family Applications (1)

Application Number Title Priority Date Filing Date
DK96939054T DK0866874T4 (en) 1995-11-14 1996-11-12 Process for the preparation of high content of isomers of conjugated linoleic acid

Country Status (11)

Country Link
US (4) US6184009B1 (en)
EP (1) EP0866874B2 (en)
JP (4) JP3936398B2 (en)
KR (1) KR100300826B1 (en)
AT (1) ATE194387T1 (en)
AU (1) AU705157B2 (en)
CA (1) CA2237883C (en)
DE (1) DE69609196T3 (en)
DK (1) DK0866874T4 (en)
ES (1) ES2148814T5 (en)
WO (1) WO1997018320A1 (en)

Families Citing this family (77)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19718245C5 (en) * 1997-04-30 2004-11-11 Cognis Deutschland Gmbh & Co. Kg Synthetic triglycerides based on conjugated linoleic acid, process for their preparation and their use
US6136985A (en) * 1997-12-23 2000-10-24 Dcv, Inc. CLA esters and uses thereof
US7776353B1 (en) 1998-03-17 2010-08-17 Aker Biomarine Asa Conjugated linoleic acid compositions
US7078051B1 (en) 1998-08-11 2006-07-18 Natural Asa Conjugated linoleic acid alkyl esters in feedstuffs and food
ATE350028T1 (en) * 1998-03-17 2007-01-15 Natural Asa CONJUGATED LINOLIC ACID COMPOSITION
US6015833A (en) 1998-03-17 2000-01-18 Conlinco., Inc. Conjugated linoleic acid compositions
US6177580B1 (en) 1998-04-21 2001-01-23 Henkel Kommanditgesellschaft Auf Aktien Conjugated linolenic acid-based synthetic triglycerides
US6060514A (en) * 1998-05-04 2000-05-09 Conlin Co., Inc. Isomer enriched conjugated linoleic acid compositions
EP0954983B1 (en) * 1998-05-04 2007-07-11 Natural ASA Methods of using isomer enriched conjugated linoleic acid compositions
US6214372B1 (en) 1998-05-04 2001-04-10 Con Lin Co., Inc. Method of using isomer enriched conjugated linoleic acid compositions
US7101914B2 (en) * 1998-05-04 2006-09-05 Natural Asa Isomer enriched conjugated linoleic acid compositions
US6696584B2 (en) 1998-05-04 2004-02-24 Natural Asa Isomer enriched conjugated linoleic acid compositions
DE69931557T2 (en) * 1998-05-12 2006-11-16 Loders Croklaan B.V. Process for the enrichment of trans-10 isomers
EP0964058B1 (en) * 1998-05-12 2006-05-31 Loders Croklaan B.V. Process for the enrichment of compounds in trans-10 isomers
FR2784268B1 (en) * 1998-10-12 2000-12-29 Gervais Danone Sa NEW FOOD COMPOSITION, BASED ON MATERIAL FROM MILK, IN THE FORM OF AN OIL-IN-WATER EMULSION
US6316645B1 (en) * 1998-10-20 2001-11-13 Wisconsin Alumni Research Foundation Synthesis of conjugated polyunsaturated fatty acids
GB9828379D0 (en) 1998-12-22 1999-02-17 Unilever Plc Skin care composition
GB9828380D0 (en) 1998-12-22 1999-02-17 Unilever Plc Skin lightening composition
ATE386441T1 (en) * 1999-02-02 2008-03-15 Nestle Sa NOVEL COMPOSITIONS BASED ON OIL MIXTURES
US6020378A (en) * 1999-03-30 2000-02-01 Wisconsin Alumni Research Foundation Method for selectively altering body fat level, feed efficiently, or weight gain
WO2000064854A1 (en) * 1999-04-27 2000-11-02 Kabushiki Kaisha Yakult Honsha Conjugated fatty acid esters
GB9918025D0 (en) * 1999-07-30 1999-09-29 Unilever Plc Skin care composition
ITMI991894A1 (en) * 1999-09-09 2001-03-09 Carlo Ghisalberti CONJUGATED LINOLEIC ACID AND TRIGLYCERIDE NEW METHODS OF SYNTHESIS AND USE
US7947737B1 (en) 1999-09-30 2011-05-24 Aker Biomarine Asa Method of treating hypertension and reducing serum lipase activity
EP1097708B1 (en) * 1999-11-02 2003-09-17 Loders Croklaan B.V. Use of trans-trans isomers of conjugated linoleic acid
JP4036595B2 (en) * 2000-03-03 2008-01-23 サントリー株式会社 Lipids containing n-4 and / or n-7 polyunsaturated fatty acids and method for producing the same
CA2404799C (en) * 2000-04-06 2007-08-07 Conlinco, Inc. Conjugated linoleic acid compositions
EP1274320A2 (en) * 2000-04-18 2003-01-15 Natural AS Conjugated linoleic acid powder
US20030149288A1 (en) * 2000-04-18 2003-08-07 Natural Asa Conjugated linoleic acid powder
US6380409B1 (en) 2000-04-24 2002-04-30 Conlin Co., Inc. Methods for preparing CLA isomers
DE60101509T2 (en) 2000-06-19 2004-10-14 Loders Croklaan B.V. Cla-ester
DE10046402B4 (en) 2000-09-18 2006-04-20 Cognis Ip Management Gmbh Process for the preparation of raw materials for the production of conjugated linoleic acid
AU2002212256A1 (en) * 2000-09-20 2002-04-02 Basf Aktiengesellschaft Method for producing glycerides of conjugated, polyunsaturated fatty acids on the basis of their alkyl esters
US6809115B2 (en) 2000-09-21 2004-10-26 Nutrition 21, Inc. Methods and compositions for the treatment of diabetes, the reduction of body fat, improvement of insulin sensitivity, reduction of hyperglycemia, and reduction of hypercholesterolemia with chromium complexes, conjugated fatty acids, and/or conjugated fatty alcohols
KR20020081632A (en) * 2001-04-19 2002-10-30 (주)라이브맥스 Preparation Method for CLA-enriched Structured Lipid and The Same Use
EP1397041A4 (en) * 2001-05-31 2004-11-17 Wisconsin Alumni Res Found Conjugated nonadecadienoic acid compositions
US7534817B1 (en) 2001-07-19 2009-05-19 Leonard Edward C Kombic acid/sarganol bis-succinate and derivatives as potent apoptogens (antineoplastic agents) with high selectivity for cancer cells
JP3970669B2 (en) 2001-08-02 2007-09-05 日清オイリオグループ株式会社 Conjugated fatty acid-containing monoglyceride and method for producing the same
US6677470B2 (en) 2001-11-20 2004-01-13 Natural Asa Functional acylglycerides
EP1487580B1 (en) 2002-01-28 2011-09-14 Nanosphere, Inc. Hybridization device
US20040047947A1 (en) * 2002-02-21 2004-03-11 Scott Bloomer Method of preparing a milk polar lipid and a sphingolipid enriched concentrate
DE10208812A1 (en) * 2002-03-01 2003-09-11 Basf Plant Science Gmbh Process for the production of unsaturated fatty acids
DE10225117A1 (en) * 2002-06-06 2004-01-08 Cognis Deutschland Gmbh & Co. Kg Process for the production of conjugated linoleic acid
TWI331903B (en) 2002-07-01 2010-10-21 Kao Corp Acidic oil-in -water type emulsified compositions
US6743931B2 (en) 2002-09-24 2004-06-01 Natural Asa Conjugated linoleic acid compositions
US20040229950A1 (en) * 2002-11-26 2004-11-18 Vanderhoek Jack Y. Method and composition with conjugated linoleic acid esters
PL210472B1 (en) 2002-12-10 2012-01-31 Unilever Nv Oil in water emulsion
JP2004248671A (en) * 2003-01-31 2004-09-09 Rinoru Oil Mills Co Ltd Method for purification of conjugated linoleic acid isomer and application of the same
JP4510045B2 (en) * 2003-01-31 2010-07-21 日清オイリオグループ株式会社 Method for purifying conjugated linoleic acid isomers and uses thereof
DE10332151A1 (en) * 2003-07-15 2005-02-03 Cognis Deutschland Gmbh & Co. Kg Process for the preparation of carboxylic acid metal soaps
BRPI0416403A (en) * 2003-11-28 2007-01-09 Onbio Corp diglyceride-enriched oil composition with conjugated linoleic acid
US20050215641A1 (en) * 2004-03-10 2005-09-29 Asgeir Saebo Compositions comprising reverse isomers of conjugated linoleic acid
DE102004015782A1 (en) * 2004-03-31 2005-10-20 Cognis Ip Man Gmbh Process for the enzymatic synthesis of triglycerides of unsaturated fatty acids
CN101018846B (en) * 2004-10-08 2010-04-21 日清奥利友集团株式会社 Method for producing unsaturated fatty acid concentrate
US7910757B2 (en) 2005-02-04 2011-03-22 Lipid Nutrition B.V. Process for the preparation of fatty acids
CN101146900B (en) 2005-03-30 2012-10-03 日清奥利友集团株式会社 Method for producing concentrate of conjugated fatty acid
EP1891189B1 (en) * 2005-05-23 2020-09-23 Epax Norway AS Concentration of fatty acid alkyl esters by enzymatic reactions with glycerol
WO2007063886A1 (en) * 2005-11-30 2007-06-07 Nagase Chemtex Corporation Method for producing phospholipid containing polyvalent unsaturated fatty acid, and phospholipid containing polyvalent unsaturated fatty acid obtained by such method
WO2007118614A1 (en) 2006-04-13 2007-10-25 Lipid Nutrition B.V. Process for producing isomer enriched conjugated linoleic acid compositions
JP4597920B2 (en) * 2006-07-07 2010-12-15 日本たばこ産業株式会社 Food composition and method for producing the same
BRPI0810127A2 (en) * 2007-04-24 2014-09-23 Lipid Nutrition Bv Yogurt, Process for Producing Yogurt, and Using a Yogurt
PT2055199E (en) 2007-10-29 2013-10-10 Stepan Specialty Products Llc Dressing composition
KR100913689B1 (en) * 2009-02-20 2009-08-24 화일약품주식회사 Aqueous nanoemulsion composition containing conjugated linoleic acid
WO2010150161A1 (en) * 2009-06-25 2010-12-29 Firmenich Sa Flavouring ingredient
CN102229527B (en) 2009-12-14 2016-05-04 脂质营养品有限公司 Process
ES2618069T3 (en) 2010-03-09 2017-06-20 Stepan Specialty Products, Llc Method to treat an edible oil and the oil obtained in this way
CN102559389A (en) 2010-12-31 2012-07-11 脂质营养品有限公司 Preparation method of conjugated linoleic acid
JP5415510B2 (en) * 2011-11-01 2014-02-12 日本たばこ産業株式会社 Method for producing oil-in-water emulsion
US8551551B2 (en) 2012-01-06 2013-10-08 Perlman Consulting, Llc Stabilization of omega-3 fatty acids in saturated fat microparticles having low linoleic acid content
US9719115B2 (en) 2012-05-10 2017-08-01 Kyoto University Method for producing oxo fatty acid and rare fatty acid
CN106470660B (en) 2014-06-30 2020-03-31 荷兰联合利华有限公司 Stabilized skin care compositions containing nitrogen boranes
WO2016025312A1 (en) * 2014-08-11 2016-02-18 Stepan Company Rumenic acid rich conjugated linoleic acid
WO2017223049A1 (en) 2016-06-23 2017-12-28 Stepan Specialty Products, Llc Compositions comprising rumenic acid-rich conjugated linoleic acid for brain health
WO2018009334A1 (en) 2016-07-08 2018-01-11 Stepan Specialty Products, Llc Compositions comprising rumenic acid-rich conjugated linoleic acid for joint health
CA3047424A1 (en) 2016-12-22 2018-06-28 Unilever Plc Stabilization of cosmetic compositions comprising fish oils and hydroxylated fatty acids and/or its derivatives
MX2019007229A (en) 2016-12-22 2019-08-01 Unilever Nv Malodor reduction of cosmetic compositions.
AU2018243899A1 (en) * 2017-03-31 2019-09-26 Metabolon, Inc. Comprehensive and quantitative lipid and tocopherol analysis

Family Cites Families (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2242230A (en) 1941-05-20 Process of producing conjugation in
US2343644A (en) 1941-07-30 1944-03-07 Distillation Products Inc Procedure for the preparation of substances containing conjugated double bonds
US4164505A (en) * 1977-07-08 1979-08-14 Sylvachem Corporation Flow process for conjugating unconjugated unsaturation of fatty acids
US4792449A (en) * 1987-01-28 1988-12-20 Baxter Travenol Laboratories, Inc. Method for drug administration
US5017614A (en) * 1989-02-17 1991-05-21 Wisconsin Alumni Research Foundation Methods of preventing oxidation, quenching singlet oxygen and inhibiting mold growth and novel compositions therefor
US5026553A (en) * 1989-08-07 1991-06-25 Dale E. Swinney Swinney's hair growth formula
US5288619A (en) * 1989-12-18 1994-02-22 Kraft General Foods, Inc. Enzymatic method for preparing transesterified oils
EP0442558A1 (en) * 1990-02-12 1991-08-21 Unilever N.V. Fatty acid-specific lipase
US5674901A (en) * 1995-06-01 1997-10-07 Wisconsin Alumni Research Foundation Methods of treating animals to maintain or increase CD-4 and CD-8 cell populations
US5428072A (en) 1992-04-29 1995-06-27 Wisconsin Alumni Research Foundation Method of increasing the efficiency of feed conversion in animals
US5430066A (en) * 1992-04-29 1995-07-04 Wisconsin Alumni Research Foundation Methods for preventing weight loss, reduction in weight gain, and anorexia due to immune stimulation
ATE175444T1 (en) 1992-10-29 1999-01-15 Loders Croklaan Bv ENZYMATIC TRIGLYCERIDE CONVERSION PROCESS
WO1994017672A1 (en) * 1993-02-03 1994-08-18 Unilever N.V. Low-safa cream alternatives
US5814663A (en) 1994-08-29 1998-09-29 Wisconsin Alumni Research Foundation Method for maintaining an existing level of body fat
US5760082C1 (en) 1994-08-29 2001-03-06 Wisconsin Alumni Res Found Dietetic foods containing conjugated linoleic acids
JP3017108B2 (en) 1996-10-30 2000-03-06 リノール油脂株式会社 Method for producing conjugated linoleic acid
US5885594A (en) 1997-03-27 1999-03-23 The Procter & Gamble Company Oral compositions having enhanced mouth-feel
US6015833A (en) 1998-03-17 2000-01-18 Conlinco., Inc. Conjugated linoleic acid compositions
US6060514A (en) 1998-05-04 2000-05-09 Conlin Co., Inc. Isomer enriched conjugated linoleic acid compositions

Also Published As

Publication number Publication date
JP2006087430A (en) 2006-04-06
JP2004041187A (en) 2004-02-12
US6534110B1 (en) 2003-03-18
WO1997018320A1 (en) 1997-05-22
DK0866874T3 (en) 2000-11-20
JPH11514887A (en) 1999-12-21
US6184009B1 (en) 2001-02-06
AU705157B2 (en) 1999-05-13
CA2237883C (en) 2002-02-26
ES2148814T3 (en) 2000-10-16
EP0866874B1 (en) 2000-07-05
KR100300826B1 (en) 2001-08-31
US6692762B2 (en) 2004-02-17
CA2237883A1 (en) 1997-05-22
EP0866874A1 (en) 1998-09-30
US6534663B1 (en) 2003-03-18
EP0866874B2 (en) 2005-06-22
US20030013164A1 (en) 2003-01-16
ES2148814T5 (en) 2005-12-16
JP3936398B2 (en) 2007-06-27
JP2007138181A (en) 2007-06-07
DE69609196T2 (en) 2001-03-15
DE69609196T3 (en) 2006-01-26
DE69609196D1 (en) 2000-08-10
JP3946163B2 (en) 2007-07-18
KR19990067594A (en) 1999-08-25
ATE194387T1 (en) 2000-07-15
AU7625296A (en) 1997-06-05

Similar Documents

Publication Publication Date Title
DK0866874T3 (en) Process for the preparation of high content of isomers of conjugated linoleic acid
Halminski et al. Differential effects of fish oil, safflower oil and palm oil on fatty acid oxidation and glycerolipid synthesis in rat liver
Haraldsson et al. The preparation of triglycerides highly enriched with ω-3 polyunsaturated fatty acids via lipase catalyzed interesterification
KR100608179B1 (en) Compositions Containing Pinolenic Acid and its Use as a Health Component
CA2175842A1 (en) Transesterified corn oil products
CA2328838A1 (en) Fat products from high stearic soybean oil and a method for the production thereof
RU98121211A (en) HIGH OXIDATION STABILITY OIL
AU6819787A (en) Margarine fat
DK0512997T3 (en) Process for heterotrophic production of high concentrations of polyunsaturated omega-3 fatty acids
ATE311113T1 (en) PALMITOLIC ACID AND ITS USE IN FOODS
DK0784437T3 (en) Phospholipid-containing fat mixture with LCP fatty acids
DE69422403T2 (en) SPICE COMPOSITION
AU3430989A (en) Structured lipid containing dairy fat
Nagao et al. Purification of conjugated linoleic acid isomers through a process including lipase-catalyzed selective esterification
DK667288A (en) DIETETIC OIL
WO1996037587A1 (en) Production of materials high in long chain polyunsaturated fatty acids
MY105499A (en) Process for producing salad oil.
JPH0133147B2 (en)
DE3477726D1 (en) Composition suitable for imparting butter and/or animal notes, and method of making same
JPS5545314A (en) Feed additive for raising fish
KIUCHI et al. Isolation of Halotorelant Yeasts capable of Assimilating Linoleate in Miso Studies on lipids of soybean foods (Part VII)
Hashimoto et al. Studies on the Lipids of Scale Insects Part XVI. The Particular Distribution of Fatty Acids in the Triglycerides of Several Scale Insect Fats
Koritala Esterification of fatty acids by Aspergillus flavus
Okada Extraction and production of n-3 polyunsaturated fatty acid concentrate from Pacific sardines (Sardinops sagax)
JPS57208991A (en) Preparation of oily substance having fruity flavor